RANUNCULIN

Structure

2D structure of RANUNCULIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 441581

Names and identifiers

Name

RANUNCULIN

IUPAC name

(S)-5-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)furan-2(5H)-one

SMILES

C1=CC(=O)O[C@@H]1CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

General information

Molecular formula

C11H16O8

Molecular weight

276.24 g/mol

Monoisotopic mass

276.0845 Da

Classification

Pathway:
-
Superclass:
-
Class:
-
Glycoside:
Yes

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Helleborus foetidus L. subsp. foetidus - -
Tschesche, R., Wirth, W., Welmar, K. (1981). On glycosides with lactone-forming aglycones. part 7. 5-hydroxylevulinic acid, a new intermediate in the biosynthesis of protoanemonin. Phytochemistry, 20, 1835-1839
Helleborus foetidus L. subsp. foetidus leaf -
Tschesche, R., Welmar, K., Wulff, G., Snatzke, G. (1972). On glycosides with lactone-forming aglycones. vi. about subsequent products of a still unknown genuine precursor of ranunculin in Ranunculaceae. Chem Ber, 105(1), 290-300
Ranunculus acris L. subsp. acris aerial parts -
Bai, Y., Benn, M.H., Majak, W., Mcdiarmid, R. (1996). Extraction and hplc determination of ranunculin in species of the buttercup family. J Agr Food Chem, 44(8), 2235-2238 doi:10.1021/jf950626m
Ranunculus bulbosus L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Ranunculus repens L. aerial parts -
Tschesche, R., Welmar, K., Wulff, G., Snatzke, G. (1972). On glycosides with lactone-forming aglycones. vi. about subsequent products of a still unknown genuine precursor of ranunculin in Ranunculaceae. Chem Ber, 105(1), 290-300
Ranunculus sceleratus L. - -
Saber, A.H., Mahran, G.H., El-alfy, T. (1968). Phytochemical investigation of Ranunculus sceleratus L. Planta Med, 16(2), 231-238 doi:10.1055/s-0028-1099904
Ranunculus sceleratus L. aerial parts -
Mahran, G.H., Saber, A.H., El-alfy, T. (1968). Spectrophotometric determination of protoanemonin, anemonin and ranunculin in Ranunculus sceleratus L. Planta Med, 16(3), 323-328 doi:10.1055/s-0028-1099915
Ranunculus sceleratus L. fruit -
Mahran, G.H., Saber, A.H., El-alfy, T. (1968). Spectrophotometric determination of protoanemonin, anemonin and ranunculin in Ranunculus sceleratus L. Planta Med, 16(3), 323-328 doi:10.1055/s-0028-1099915
Ranunculus sceleratus L. leaf -
Mahran, G.H., Saber, A.H., El-alfy, T. (1968). Spectrophotometric determination of protoanemonin, anemonin and ranunculin in Ranunculus sceleratus L. Planta Med, 16(3), 323-328 doi:10.1055/s-0028-1099915
Ranunculus sceleratus L. root -
Mahran, G.H., Saber, A.H., El-alfy, T. (1968). Spectrophotometric determination of protoanemonin, anemonin and ranunculin in Ranunculus sceleratus L. Planta Med, 16(3), 323-328 doi:10.1055/s-0028-1099915
Ranunculus sceleratus L. stem -
Mahran, G.H., Saber, A.H., El-alfy, T. (1968). Spectrophotometric determination of protoanemonin, anemonin and ranunculin in Ranunculus sceleratus L. Planta Med, 16(3), 323-328 doi:10.1055/s-0028-1099915